Metal-free, substituted phthalocyanines in the χ-modification

Abstract

Metal-free phthalocyanines in the χ-modification substituted in up to four ortho positions can be prepared by tetramerisation of a reaction mixture consisting of phthalonitriles substituted in the 3-position with phthalonitrile in a molar ratio of 4:0 to 1:40 in the presence of a base and subsequent heat treatment at temperatures of between 100° and 300° C. They constitute excellent organic pigments.

What is claimed is: 
     
       1. A metal-free phthalocyanine in the χ-modification having the formula ##STR4## in which R represents fluorine, chlorine, bromine, iodine, --CN, --NO 2  , --CF 3 , OR 2 , --SR 2 , --COOR 2 , --CON (R 2 ) (R 3 ), -N (R.sup.) (R.sup.), and C 1  -C 4  -alkyl, and is bound in the ortho position, and R 2  and R 3 , independently of each other, represent hydrogen or C 1  -C 4  -alkyl, and   n is from 0.1 to 4.0 and represents a statistical degree of substitution.   
     
     
       2. The phthalocyanine according to claim 1, in which is from 0.1 to 1.5. 
     
     
       3. The phthalocyanine according to claim 1, in which R represents --CN, --Cl, --BF, --Me, --NO 2  and methyl. 
     
     
       4. The phthalocyanine according to claim 1, in which R represents cyano.